M.J. Milewska

ORCID: 0000-0002-9740-0881
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Research Areas
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Crystallography and molecular interactions
  • Molecular spectroscopy and chirality
  • Chemical Synthesis and Analysis
  • Carbohydrate Chemistry and Synthesis
  • Synthesis and Reactivity of Sulfur-Containing Compounds
  • Asymmetric Synthesis and Catalysis
  • Antifungal resistance and susceptibility
  • Crystal structures of chemical compounds
  • Structural and Chemical Analysis of Organic and Inorganic Compounds
  • Synthesis and Catalytic Reactions
  • Axial and Atropisomeric Chirality Synthesis
  • Chemical Reaction Mechanisms
  • Analytical Chemistry and Chromatography
  • Fluorine in Organic Chemistry
  • Biochemical and Molecular Research
  • Phenothiazines and Benzothiazines Synthesis and Activities
  • Synthesis of heterocyclic compounds
  • Molecular Sensors and Ion Detection
  • Fungal Infections and Studies
  • Synthesis and Reactivity of Heterocycles
  • Pneumocystis jirovecii pneumonia detection and treatment
  • Chemical Synthesis and Reactions
  • Polyamine Metabolism and Applications

Gdańsk University of Technology
2015-2025

University of Gdańsk
1999-2020

Wrocław University of Science and Technology
2003

Adam Mickiewicz University in Poznań
2001

Stacks of acids: Pentafluorobenzoic acid forms heterodimers with benzoic and 2,4,6-trimethylbenzoic that assemble into π stacks alternating phenyl pentafluorophenyl residues (see picture). Cocrystals these acids 1,4-bisarylbutadiynes contain homodimers sandwiched between the diacetylene molecules.

10.1002/anie.200351432 article EN Angewandte Chemie International Edition 2003-08-22

N-nitrosamines, whose chirality is solely due to hindered rotation about the N-N bond, are enantioselectively enclathrated by crystal host matrices of cholic or deoxycholic acid, as evidenced X-ray crystallography (see structure in picture) and CD spectra.

10.1002/(sici)1521-3773(19990201)38:3<392::aid-anie392>3.0.co;2-h article EN Angewandte Chemie International Edition 1999-02-01

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTConformational Study of N-Nitroso-2,6-diphenylpiperidines and N-Nitroso-2,6-diphenylpiperidin-4-ones by Molecular Mechanics Calculations, X-ray Crystallography, 1H 13C NMR SpectroscopyMaria Gdaniec, Maria J. Milewska, Tadeusz Po-lonskiCite this: Org. Chem. 1995, 60, 23, 7411–7418Publication Date (Print):November 1, 1995Publication History Published online1 May 2002Published inissue 1 November...

10.1021/jo00128a011 article EN The Journal of Organic Chemistry 1995-11-01

Several N-nitrosopiperidines with chirality solely due to a hindered rotation about the N−N bond were resolved enantiomers by inclusion crystallization optically active diols (TADDOLs). The absolute configuration of guest nitrosamines was deduced from X-ray crystal structures complexes. enclathrated liberated competitive complexation host piperazine. optical activity is manifested their CD spectra. A simple rule proposed for rationalization observed Cotton effect sign corresponding n−π*...

10.1021/jo001311v article EN The Journal of Organic Chemistry 2000-12-20

Several N-substituted maleimides containing substituents of varying bulkiness and polarity were synthesised tested for antimicrobial cytostatic activity. Neutral displayed relatively strong antifungal effect minimum inhibitory concentrations (MICs in the 0.5-4 µg ml(-1) range); their antibacterial activity was structure dependent all highly cytostatic, with IC(50) values below 0.1 ml(-1). Low but high noted basic tertiary aminoalkyl substituents. Chemical reactivity lipophilicity influenced...

10.3109/14756366.2011.580455 article EN Journal of Enzyme Inhibition and Medicinal Chemistry 2011-05-25

Gestapelte Säuren: Pentafluorbenzoesäure bildet Heterodimere mit Benzoesäure und 2,4,6-Trimethylbenzoesäure, die sich zu π-Stapeln alternierenden Phenyl- Pentafluorphenylresten organisieren (siehe Bild). Mischkristalle dieser Säuren 1,4-Bisarylbutadiin-Derivaten enthalten Säure-Homodimere, zwischen den Diacetylenmolekülen sandwichartig eingelagert sind.

10.1002/ange.200351432 article DE Angewandte Chemie 2003-08-22

Cocrystals of seven star-shaped triaryl compounds with pentafluorophenol (pfp) were prepared and structurally characterized by the single-crystal X-ray diffraction method. Cocrystallization pfp planar (or almost planar) gave six 3:1 molecular complexes well-defined layered structures. The layers are composed alternating pfp3 trimers, linked hydrogen bonding, molecules held together in planes weak C–H···F interactions. Stacking interactions triaryl-substituted perfluorinated rings responsible...

10.1021/acs.cgd.2c00276 article EN cc-by Crystal Growth & Design 2022-04-25

Lactams can be obtained by the monothionation of imides with Lawesson’s reagent followed desulfurization resulted monothioimides Raney nickel.

10.1055/s-1996-4405 article EN Synthesis 1996-12-01

The variable temperature (1)H, (13)C, and (19)F NMR spectra were measured for the title N-nitrosamines. observed unusually low N-N rotation barriers (12-15 kcal/mol) result from a significant deviation of nitrosamino system planarity. A pyramidal character amino nitrogen was confirmed by X-ray crystal structures two compounds bathochromic shifts n-pi absorption bands in UV spectra. nonplanarity moiety is due to strong pseudoallylic A((1,3)) strain caused steric interaction NNO group with...

10.1021/jo9600159 article EN The Journal of Organic Chemistry 1996-01-01

The preparation and crystal structures of fourteen complexes N,N'-bis(2-pyridyl)aryldiamines with dicarboxylic acids two squaric acid are reported. recognition between the carboxylic 2-aminopyridine units occurs through formation cyclic R(2)2 (8) hydrogen bond motif, whereas creates analogous (9) motif. In 1:1 motifs generate infinite hydrogen-bonded 1D networks alternating component molecules. These further organised into densely packed layers assembled weaker C-H...O interactions. Analysis...

10.1039/b211675h article EN Organic & Biomolecular Chemistry 2003-03-18

N 5-Acetyl-N 5-hydroxy-L-ornithine is obtained from L-ornithine in 20% overall yield via oxidation of the ω-amino group 2-benzyloxycarbonyl-L-ornithine tert-butyl ester with dibenzoyl peroxide and subsequent 5-acetylation.

10.1055/s-1990-26840 article EN Synthesis 1990-01-01

Cocrystallization of N,N′-diaryloxalamides with pentafluorophenol (pfp) leads to 1 : 2 molecular complexes, which were characterized by X-ray crystallography. The non-planar oxalamide molecules and pfp assemble into polymeric tapes use the N–H⋯O O–H⋯O hydrogen bonds phenyl–perfluorophenyl interactions, whereas adopting planar conformations form flat trimers held together intermolecular creating two 7-membered rings.

10.1039/b709654b article EN CrystEngComm 2007-01-01

Antifungal polyene macrolide antibiotics Amphotericin B (AmB) and Nystatin (NYS) were conjugated through the ω-amino acid linkers with diwalled "molecular umbrellas" composed of spermidine-linked deoxycholic or cholic acids. The presence "umbrella" substituents modulated biological properties antibiotics, especially their selective toxicity. Some AmB-umbrella conjugates demonstrated antifungal in vitro activity comparable to that mother antibiotic but diminished mammalian toxicity, hemolytic...

10.1021/acs.bioconjchem.8b00136 article EN Bioconjugate Chemistry 2018-02-27

The LYS12 gene from Candida albicans, coding for homoisocitrate dehydrogenase was cloned and expressed as a His-tagged protein in Escherichia coli. purified product catalyzes the Mg2+- K+-dependent oxidative decarboxylation of to α-ketoadipate. recombinant enzyme demonstrates strict specificity homoisocitrate. SDS-PAGE CaHIcDH revealed its molecular mass 42.6 ± 1 kDa, whereas size-exclusion chromatography, eluted single peak corresponding 158 3 kDa. Native electrophoresis showed that may...

10.1111/1567-1364.12014 article EN FEMS Yeast Research 2012-10-26

A three‐step procedure involving Diels–Alder condensation of maleic anhydride with furane, formation N ‐substituted imide upon reaction appropriate diamine, and a final retro regeneration the carbon–carbon double bond is proposed for an unequivocal synthesis basic maleimides. The novel method characterized by mild conditions, easy work‐up, high yields, no need additional catalysis.

10.1002/jhet.1651 article EN Journal of Heterocyclic Chemistry 2013-12-16

T. Olszewska, M. J. Milewska, Połoński and Gdaniec, Chem. Commun., 1999, 1385 DOI: 10.1039/A901718F

10.1039/a901718f article EN Chemical Communications 1999-01-01

The crystalline inclusion complexes of cholic acid with three symmetric N-aryl-N-nitrosamines were prepared, and their X-ray structures solved. As a result chiral conformations adopted by the enclathrated guest nitrosamines, solid-state CD spectra measured in KBr disks. observed Cotton effect sign, corresponding to n−π* transition, was correlated helicity twisted nitrosamine chromophore conjugated N-aryl substituent. In addition, absolute configuration enantiomorphous crystals...

10.1021/jo010557c article EN The Journal of Organic Chemistry 2001-09-29
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